(-)-(1S,2R,3R,7R,7aR)-1,2,7-triacetoxy-3-(phenylmethoxy)methylhexahydro-1H-pyrrolizine

Base Information

Chemical Name:(-)-(1S,2R,3R,7R,7aR)-1,2,7-triacetoxy-3-(phenylmethoxy)methylhexahydro-1H-pyrrolizine
CAS No.:618384-68-2
Molecular Formula:C₂₁H₂₇NO₇
Molecular Weight:405.448
Hs Code.:

Synonyms:

Suppliers and Price of (-)-(1S,2R,3R,7R,7aR)-1,2,7-triacetoxy-3-(phenylmethoxy)methylhexahydro-1H-pyrrolizine

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (-)-(1S,2R,3R,7R,7aR)-1,2,7-triacetoxy-3-(phenylmethoxy)methylhexahydro-1H-pyrrolizine

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (-)-(1S,2R,3R,7R,7aR)-1,2,7-triacetoxy-3-(phenylmethoxy)methylhexahydro-1H-pyrrolizine

There total 13 articles about (-)-(1S,2R,3R,7R,7aR)-1,2,7-triacetoxy-3-(phenylmethoxy)methylhexahydro-1H-pyrrolizine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 146916-76-9
5-(4-methoxyphenyl)methoxy-2-pentyn-1-ol

: 618384-68-2
(-)-(1S,2R,3R,7R,7aR)-1,2,7-triacetoxy-3-(phenylmethoxy)methylhexahydro-1H-pyrrolizine

Guidance literature:: Multi-step reaction with 12 steps

1: 89 percent / Red-Al / tetrahydrofuran; toluene / 4 h / 20 °C

2: T-BuOOH; CaH₂; D-(-)-diisopropyl tartrate / silica gel; Ti(O-i-Pr)4 / CH₂Cl₂ / 24 h / -20 °C

3: Et₃N; DMSO; (COCl)2 / CH₂Cl₂ / 0.42 h / -60 - 20 °C

4: 1.51 g / potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 2 h / -10 °C

5: 98 percent / lithium triflate / acetonitrile / 72 h / 120 °C

6: 79 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

7: 82 percent / 4-morpholine N-oxide; K₂OsO₄*2H₂O / acetone; H₂O / 24 h / 20 °C

8: 76 percent / pyridine / 20 h / 20 °C

9: 88 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone; H₂O / CH₂Cl₂ / 3 h / 20 °C

10: NaOH / ethanol / 24 h / 70 °C

11: PPh₃; pyridine; diisopropyl azodicarboxylate / 2.5 h / 0 °C

12: 19.4 mg / pyridine / 24 h / 20 °C

With pyridine; tert.-butylhydroperoxide; sodium hydroxide; potassium osmate(VI); calcium hydride; oxalyl dichloride; di-isopropyl azodicarboxylate; water; potassium hexamethylsilazane; lithium trifluoromethanesulfonate; D-(-)-diisopropyl tartrate; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; titanium(IV) isopropylate; silica gel; In tetrahydrofuran; ethanol; dichloromethane; water; acetone; toluene; acetonitrile; 3: Swern oxidation / 4: Wittig olefination;
DOI:10.1021/jo034914q

Reference yield:

: 158817-21-1
(E)-5-(4-methoxybenzyloxy)pent-2-en-1-ol

: 618384-68-2
(-)-(1S,2R,3R,7R,7aR)-1,2,7-triacetoxy-3-(phenylmethoxy)methylhexahydro-1H-pyrrolizine

Guidance literature:: Multi-step reaction with 11 steps

1: T-BuOOH; CaH₂; D-(-)-diisopropyl tartrate / silica gel; Ti(O-i-Pr)4 / CH₂Cl₂ / 24 h / -20 °C

2: Et₃N; DMSO; (COCl)2 / CH₂Cl₂ / 0.42 h / -60 - 20 °C

3: 1.51 g / potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 2 h / -10 °C

4: 98 percent / lithium triflate / acetonitrile / 72 h / 120 °C

5: 79 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

6: 82 percent / 4-morpholine N-oxide; K₂OsO₄*2H₂O / acetone; H₂O / 24 h / 20 °C

7: 76 percent / pyridine / 20 h / 20 °C

8: 88 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone; H₂O / CH₂Cl₂ / 3 h / 20 °C

9: NaOH / ethanol / 24 h / 70 °C

10: PPh₃; pyridine; diisopropyl azodicarboxylate / 2.5 h / 0 °C

11: 19.4 mg / pyridine / 24 h / 20 °C

With pyridine; tert.-butylhydroperoxide; sodium hydroxide; potassium osmate(VI); calcium hydride; oxalyl dichloride; di-isopropyl azodicarboxylate; water; potassium hexamethylsilazane; lithium trifluoromethanesulfonate; D-(-)-diisopropyl tartrate; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; titanium(IV) isopropylate; silica gel; In tetrahydrofuran; ethanol; dichloromethane; water; acetone; toluene; acetonitrile; 2: Swern oxidation / 3: Wittig olefination;
DOI:10.1021/jo034914q

Reference yield:

: 97682-96-7,99726-01-9,127505-65-1
(2S)-1-(phenylmethoxy)but-3-en-2-ylamine

: 618384-68-2
(-)-(1S,2R,3R,7R,7aR)-1,2,7-triacetoxy-3-(phenylmethoxy)methylhexahydro-1H-pyrrolizine

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / lithium triflate / acetonitrile / 72 h / 120 °C

2: 79 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

3: 82 percent / 4-morpholine N-oxide; K₂OsO₄*2H₂O / acetone; H₂O / 24 h / 20 °C

4: 76 percent / pyridine / 20 h / 20 °C

5: 88 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone; H₂O / CH₂Cl₂ / 3 h / 20 °C

6: NaOH / ethanol / 24 h / 70 °C

7: PPh₃; pyridine; diisopropyl azodicarboxylate / 2.5 h / 0 °C

8: 19.4 mg / pyridine / 24 h / 20 °C

With pyridine; sodium hydroxide; potassium osmate(VI); di-isopropyl azodicarboxylate; water; lithium trifluoromethanesulfonate; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In ethanol; dichloromethane; water; acetone; acetonitrile;
DOI:10.1021/jo034914q